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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1513629Generated: October 31, 2026

Benzaldehyde → 4-(4-bromophenyl)-2,6-diphenylpyrimidine

https://huagongshe.com/reaction/1513629

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzaldehydeHCID 240—
ReactantMethyl iodideHCID 6328—
Reactantp-BromoacetophenoneHCID 7466—
ReactantSodium HydroxideHCID 14798—
ReactantBenzamidine, hydrochlorideHCID 80289—
ReactantSodium methanolate methanolHCID 23694274—
SolventEthanolHCID 702—
Product4-(4-bromophenyl)-2,6-diphenylpyrimidineHCID 171489958.5%

Reaction Steps

4-Bromoacetophenone 19.9 g (100 mmol) and benzaldehyde 10.6 g (100 mmol) were mixed and, the system was substituted with argon. Next, 200 mL of ethanol and 10 MeI of a 1N sodium methoxide/methanol solution were added thereto and stirred at room temperature for 5 hours. Thereafter, the solution was heated on an oil bath of 70° C. to carry out reaction for further 4 hours while refluxing ethanol. Then, benzamidine hydrochloride 9.40 g (60 mmol) and sodium hydroxide 8.00 g (200 mmol) were added thereto and heated on the oil bath of 70° to carry out reaction for 5 hours. After finishing the Reactions the deposit was separated by filtering and refined by silica gel chromatography to obtain 13.6 g (yield: 35%) of 4-(4-bromophenyl)-2,6-diphenylpyrimidine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08217570B2
Source datasetuspto-grants-2012_07
ORD IDord-8fe8d6c4d6274c5cabc239c17447df25
Source noteuspto-grants-2012_07